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Hafnium Trifluoromethanesulfonate (Hafnium Triflate) as a Highly Efficient Catalyst for Chemoselective Thioacetalization and Transthioacetalization of Carbonyl Compounds

Yan-Chao Wu and Jieping Zhu*

*Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette Cedex, France, Email: zhuicsn.cnrs-gif.fr

Y.-C. Wu, J. Zhu, J. Org. Chem., 2008, 73, 9522-9524.

DOI: 10.1021/jo8021988 (free Supporting Information)


Abstract

Various carbonyl compounds including aliphatic and aromatic aldehydes and ketones were converted to the corresponding thioacetals in high yields in the presence of a catalytic amount of hafnium trifluoromethanesulfonate. The mild conditions tolerated various sensitive functional and protecting groups and were racemization-free when applied to R-aminoaldehydes.

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Key Words

Thioacetalization, Cyclic Thioacetals


ID: J42-Y2008-3840